May Half Term Holiday Cottages

May Half Term Holiday Cottages

With a cool breeze and warm sunshine, May marks the start of summer and many happy times to come. Kick start your summer properly and hop in the car; a holiday in a luxury self-catering cottage awaits. Browse through our list of 806 available cottages and find your favourite. All of our cottages are handpicked; personally inspected and fully equipped so your holiday is the best it can be.Read more

Spend your days exploring deep, green countryside and skim stones across lazy streams. Follow the scent of salty air and head to the coast, spending long days on the beach flitting between soft sands and cool sea. Perch on a bench and watch as life goes by, before heading to a local restaurant to dine on fresh, local produce lovingly crafted and prepared by skilled hands. Then, when you've had your fill of exploring, turn your attention to relaxing. Throw yourself into the holiday spirit and land in your own private self-catering cottage, primed and ready for you. An early summer break in your own slice of paradise can give you the chance to unwind, catch up and settle into a slower, more considered rhythm.  

Spend your May-Half Term in a Luxury Retreat

Whether you are looking for a solo retreat or want to bring the whole family away for a much-needed break, May half term provides ample opportunity to escape to greener grass for a while. However you'd like to spend your time, our cottages offer wide variety and consistent quality. Many of our cottages are dog-friendly too, meaning everyone can join in this May half term. 

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 806 cottages available for May half term

Tregwelan Shepherd's Hut is a Shepherds Hut with outstanding sea views near Padstow, North Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £609

Tregwelan Shepherd's Hut

3819

Shepherds Hut with outstanding sea views near Padstow, North Cornwall.


"Wow!" will definitely be your first word when you arrive at gorgeous Tregwelan Shepherd's Hut. With spectacular views of the Camel Estuary and the delights of Padstow just a 20 mi...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £609

Elvan Loft is a 1 bedroom apartment with sea views, near the beach in Mousehole, West Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £524

Elvan Loft

3821

1 bedroom apartment with sea views, near the beach in Mousehole, West Cornwall.


With far reaching views over Mount's Bay towards St Michael's Mount and Mousehole Harbour, Elvan Loft is perfectly placed for exploring the delights of west Cornwall and beyond. Th...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £524

Trelowth Chapel is a 2 bedroom self catering cottage near Mevagissey, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £701

Trelowth Chapel

3803

2 bedroom self catering cottage near Mevagissey, South Cornwall.


Close to the picturesque fishing harbour at Mevagissey and the wonders of Heligan Gardens, this utterly delightful semi-detached chapel conversion is a wonderful example of thought...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £701

Cockleshells is a 2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £529

Cockleshells

3815

2 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight


Cockleshells is one of the charming Salterns bungalows situated along the Seaview Duver within a short walk to the Yacht Club and Seaview Village. The accommodation offers a double...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £529

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

The Nod is a 1 bedroom, dog friendly apartment near the beach in Lamorna Cove.
  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £690

The Nod

3811

1 bedroom, dog friendly apartment near the beach in Lamorna Cove.


The Nod is simply gorgeous and provides stylish open plan living with a roaring wood-burner, a stunning bedroom with sumptuous super-king size bed dressed with luxury linens and an...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £690

Laurel Cottage is a 2 bedroom, dog friendly cottage near the beach near Kingsbridge.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £735

Laurel Cottage

3807

2 bedroom, dog friendly cottage near the beach near Kingsbridge.


Nestled in the beautiful South Hams village of Kingston, Laurel Cottage is a delightful property which has been converted from a 18th Century linhay standing proudly in a lovely ga...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £735

Tolpuddle Cottage is a 3 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £764

Tolpuddle Cottage

3752

3 bedroom thatched, dog friendly cottage in Tolpuddle, Dorset.


This pretty thatched cottage is in the tranquil historic village of Tolpuddle, just 15 miles from the World Heritage Jurassic Coast. An ideal base for a family holiday or perfect f...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £764

Winwalloe Cottage is a 2 bedroom, dog friendly, rural holiday cottage near Looe, South Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £584

Winwalloe Cottage

3774

2 bedroom, dog friendly, rural holiday cottage near Looe, South Cornwall.


Tucked down a leafy lane with birdsong in the air, the rural tranquility of this pretty semi-detached cottage will delight those looking for a break from busy daily lives. Just...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £584

Shore House is a 3 bedroom self catering cottage with sea views in Seaview, Isle of Wight
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1528

Shore House

3778

3 bedroom self catering cottage with sea views in Seaview, Isle of Wight


A seaside sanctuary, Shore House is a beautifully decorated three-storey house, with its own private heated swimming pool. Making the most of the far reaching views over the Solent...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £1528

Jubilee Cottage is a 2 bedroom holiday cottage near the beach in Coverack, West Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £724

Jubilee Cottage

3770

2 bedroom holiday cottage near the beach in Coverack, West Cornwall.


One of the oldest cottages in the picturesque seaside village of Coverack, Jubilee Cottage has been beautifully and sensitively updated to the highest standard but still retains mu...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £724

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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